Resistance Risk Assessment of Propiconazole in Rhizoctonia solani and its Synergistic Antifungal Mechanism with Kresoxim-methyl DOI

Minggui Ou,

Ke Hu, Min Li

и другие.

Journal of Agricultural and Food Chemistry, Год журнала: 2025, Номер unknown

Опубликована: Май 19, 2025

The resistance risk and mechanisms of propiconazole in Rhizoctonia solani remain unclear. In this study, the sensitivity 159 R. isolates to was determined, EC50 value 0.2286 μg/mL. Nineteen propiconazole-resistant mutants were obtained through fungicide adaptation, compound fitness indexes these lower than those their parental isolates. Cross-resistance analysis revealed that there no cross-resistance between other fungicides, apart from prochloraz. Although point mutations occurred RsCYP51 gene or its promoter regions, expression levels efflux transporter genes increased substantially mutants. Furthermore, a 1:1 synergistic combination kresoxim-methyl (SCpk(1:1)) could simultaneously cause more severe damage both cell membrane integrity mitochondrial function. Field trials demonstrated SCpk(1:1) achieved over 86% control efficacy against rice sheath blight applied at 120 g a.i./ha.

Язык: Английский

Discovery of New Benzohydrazide Derivatives Containing 4-Aminoquinazoline as Effective Agricultural Fungicides, the Related Mechanistic Study, and Safety Assessment DOI
Songsong Liu, Hong Li, Sha Li

и другие.

Journal of Agricultural and Food Chemistry, Год журнала: 2025, Номер unknown

Опубликована: Янв. 23, 2025

A total of 38 new benzohydrazide derivatives bearing the 4-aminoquinazoline moiety were designed and synthesized based on active subunit combination approach tested in detail for their inhibition activities against eight agricultural phytopathogenic fungi. The bioassay results indicated that many compounds exhibited extraordinary fungicidal vitro For example, A5, A6, A11, A17 had EC50 (half-maximal effective concentration) values 0.66, 0.71, 0.40, 0.42 μg/mL Colletotrichum gloeosporioides, respectively, comparable to boscalid (0.36 μg/mL) much superior carbendazim (6.96 μg/mL). Of particular importance was compound A6 with a 3,4-difluorophenyl group found possess good broad-spectrum antifungal effects, ranging from 0.63 3.82 In vivo assays also revealed curative protective efficacies 72.6% 78.9% at 200 Rhizoctonia solani-caused rice sheath blight, higher than those (70.7 65.2%, respectively). Moreover, mechanism-of-action studies disrupted cell membrane integrity R. solani, as proved by relative conductivity measurements, leakage cellular contents, fluorescence microscopy, scanning electron microscopy observations. Significantly, this an succinate dehydrogenase (SDH) solani inhibitory concentration/IC50 = 11.02 μM), slightly weaker SDH inhibitor (5.17 μM). Further molecular docking analysis could form strong interactions key residues enzyme via hydrogen bond, electrostatic, π-cation interactions, holding promise acting fungicide leads targeting SDH. Finally, safety assessments safe honeybees.

Язык: Английский

Процитировано

0

Design, synthesis, crystal structure, fungicidal activity, and mechanism of action of novel thiazole-based hydrazide derivatives containing the 4-aminoquinazoline moiety DOI

Mingyan Yi,

Hong Li, Sha Li

и другие.

Bioorganic Chemistry, Год журнала: 2025, Номер 156, С. 108237 - 108237

Опубликована: Фев. 2, 2025

Язык: Английский

Процитировано

0

Discovery of Novel Quinazolinone-2-carbohydrazide Derivatives as Effective Succinate Dehydrogenase Inhibitors and Biosafety Assessment on Rice and Zebrafish DOI

Taisen Yan,

Hong Li, Sha Li

и другие.

Journal of Agricultural and Food Chemistry, Год журнала: 2025, Номер 73(9), С. 5054 - 5066

Опубликована: Фев. 18, 2025

To develop potent and safe antifungal agents in agriculture, a total of 48 novel quinazolinone-2-carbohydrazide derivatives were designed synthesized based on the pharmacophore hybridization method. The bioassay results demonstrated that many compounds exhibited powerful broad-spectrum inhibition activities vitro against tested fungi. For instance, E23 F23 possessed EC50 (half-maximal effective concentration) values 0.41 0.47 μg/mL Rhizoctonia solani, comparable to commercial fungicide Boscalid (EC50 = 0.49 μg/mL). Additionally, compound also pronounced effects Verticillium dahliae, Alternaria Colletotrichum gloeosporioides with 0.27, 1.15, 0.27 μg/mL, respectively. In vivo assays rice plants revealed this at 200 nearly equipotent curative protective R. as compared positive controls Carbendazim. Moreover, had an obvious activity fungal succinate dehydrogenase (SDH) from solani half-maximal concentration (IC50) 11.76 μM, interactions between SDH enzyme further confirmed by molecular docking studies. Furthermore, presence triggered morphological changes mycelia increased conductivity permeability cell membranes. Interestingly, built three-dimensional quantitative structure-activity relationship (3D-QSAR) models showed electrostatic effect played more important role maintaining anti-R. target than other effects. Finally, biosafety assessment its safety toward zebrafish.

Язык: Английский

Процитировано

0

Novel Naphthyl and Phenyl Maleimide Derivatives: Molecular Design, Systematic Optimization, Antifungal Evaluation, and Action Mechanism DOI
Feng Peng,

Lang Tai,

A. Zhang

и другие.

Journal of Agricultural and Food Chemistry, Год журнала: 2025, Номер unknown

Опубликована: Апрель 29, 2025

A systematic optimization strategy, as an effective screening approach for new antifungal compounds, was implemented to rationally construct novel naphthyl and phenyl maleimide derivatives. The structures of molecules A32 B6 were further confirmed by single-crystal X-ray diffraction. in vitro activity evaluation showed that the target compound obtained structure exhibited excellent inhibition (EC50 = 0.59 μg/mL) against Rhizoctonia solani, which better than control agent dimethachlone (1.21 μg/mL). Further vivo experiments on rice leaves potted plants R. solani at 200 μg/mL possessed outstanding protective efficiency compared dimethachlone. mycelium morphology observation SEM indicated (25 severely damaged surface mycelium, accordance with increased result cell membrane permeability assay. MD simulations molecular docking analysis revealed compounds A1 have a similar binding mode active pocket plasma H+-ATPases (PMA1) reference fungicide fluoroimide. In particular, there more hydrogen bonds protein complex complexes This research constructing derivatives strategy provides practical way find leads, thereby developing fungicides.

Язык: Английский

Процитировано

0

Resistance Risk Assessment of Propiconazole in Rhizoctonia solani and its Synergistic Antifungal Mechanism with Kresoxim-methyl DOI

Minggui Ou,

Ke Hu, Min Li

и другие.

Journal of Agricultural and Food Chemistry, Год журнала: 2025, Номер unknown

Опубликована: Май 19, 2025

The resistance risk and mechanisms of propiconazole in Rhizoctonia solani remain unclear. In this study, the sensitivity 159 R. isolates to was determined, EC50 value 0.2286 μg/mL. Nineteen propiconazole-resistant mutants were obtained through fungicide adaptation, compound fitness indexes these lower than those their parental isolates. Cross-resistance analysis revealed that there no cross-resistance between other fungicides, apart from prochloraz. Although point mutations occurred RsCYP51 gene or its promoter regions, expression levels efflux transporter genes increased substantially mutants. Furthermore, a 1:1 synergistic combination kresoxim-methyl (SCpk(1:1)) could simultaneously cause more severe damage both cell membrane integrity mitochondrial function. Field trials demonstrated SCpk(1:1) achieved over 86% control efficacy against rice sheath blight applied at 120 g a.i./ha.

Язык: Английский

Процитировано

0